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in Alcohols, Aldehydes, Alkanes, Alkenes, Alkyl Halides, Alkynes, Carboxylic acids, Esters, Functional
Groups, Ketones, Nomenclature
Let’s say you’re trying to name a molecule. You’re familiar with the familiar naming suffixes like -ol, -ene, -
ane, -oic acid and so on. But then you come across a molecule which has multiple functional groups.
We need some kind of priority system for nomenclature. And so, IUPAC has developed one. If you have a
molecule with, say, a carboxylic acid and a ketone you consult the table. The functional group with the highest
priority will be the one which gives its suffix to the name of the molecule. So in example #1 above, the suffix
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of the molecule will be “-oic acid” , not “-one”, because carboxylic acids are given higher priority. However, if
a ketone is present with an alcohol (example 3) then we will use the suffix, “-one” because ketones have a
higher priority for nomenclature than alcohols.
[You might ask: what is this based on? It’s an arbitrary agreement by IUPAC [source], although note that there
is some correlation between the oxidation state of the carbon and the priority (more oxidized groups tend to be
higher priority). However this really is an example of something you have to either look up , memorize, or have
a computer do for you. It’s not conceptual. ]
Here are some examples of applying the order of functional group priorities to solve nomenclature problems.
The highest ranked functional group becomes the suffix – it’s highlighted in red.
This covers most of the functional groups you’ll meet in Org1/Org2, if you run into a thioketone or some other
bizarre entity, you’ll probably want to see Reusch or Wikipedia.
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abhi
Reply
deepak
thanks.
Reply
IP
I think ether should be right after amines and alkane after nitro? some other website seem to say that,
which one is correct?
Reply
james
With amines, the suffix “ine” is used, but when nitro groups or ethers are present, the alkane suffix
is used: http://www.acdlabs.com/iupac/nomenclature/93/r93_322.htm
Reply
Brajesh
According to my view friend your thought is wrong because you should know that we write fg as
prefix only when it has less priority and you can not use alkane as prefix. nitro group always
remains in the form of prefix and ether vice versa. So fg having high priority is used in the form of
suffix. Ether is not used as suffix so it has less priority than alkane. It will be after alkane and not
after amine.
Reply
i think alkyne should come before alkene: it should be alkyne-alkene-alkane, decreasing unsaturation and
increasing saturation…
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James Ashenhurst
Alkene does go first over alkyne, but I believe it is due to the alphanumeric priority of -ene over -
yne and not based on the extent of saturation:
http://www.chem.ucalgary.ca/courses/350/Carey5th/useful/nomen.html
Reply
Ptachia Bar-On
If Halogens have higher perioity than Nitro why the Nitro group is written after the Bromine
Reply
James Ashenhurst
It’s just due to alphabetization. For example we would number 2-bromo 3-nitro butane based on
the fact that bromine is higher up in (our) alphabet than nitro.
Reply
Anagha
Reply
Carpe Diem
Reply
Birupakshya Singh
Reply
James Ashenhurst
IUPAC.
Reply
Birupakshya Singh
well…but can u plz suggest me what r the criterias which IUPAC have applied???
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Reply
James
I believe it is at least partially based on oxidation state, with higher oxidation state
having higher priority. But that doesn’t explain why alkenes are higher priority than
alkynes. Nomenclature is a human convention.
Reply
Rani
please give some example where carboxylic acid act as prefix .Will sulphonic acid be given more priority
than carboxylic acid?
Reply
Ritu
Can you please give example where carboxylic acid prefix ‘carboxy’ is used in nomenclature?
Reply
Ankit
Reply
Laurentiu
Carboxy may be used when one of the chains attached to the root carboxylic acid also has
the carboxylic acid functional group. E.g. 4-(Carboxymethylene)-2,5-heptadienedioic acid.
Reply
Bj
Reply
Govind Pradeep
Why does alkyne have more priority ovr alkene? Because i have seen compounds where the least no: is
given to alkynes ie., they hav been given most priority ovr alkene..for example, 6-chloro-4-ethyl-5-
methylhept-5-en-1-yne
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Reply
Rich
The yne might have been given priority in this case because the parent chain could be numbered in
such a way to make one of the unsaturations C1, and it happened to be the yne and not the ene.
Reply
Rich
Tie goes to the ene, but this might not have been a tie.
Reply
Rich
Since ethers are “substituent-only” (named only by prefix), are peroxides prefix-only as well? What
about epoxides? (I think that’s a little less clear, eg. oxirane.)
Reply
s.brar
Reply
Dave
under the alkyl halide section, 2nd to last priority just above nitro.
Reply
Mandeep Verma
Halogens come down at the rock botoom. They are not used as suffixes. Only Prefixes
Reply
Blank
Reply
Patrick
I agree, I think that ethers should be higher priority than alkanes. In the case of CH3OCH2CH3Ito
should be named as ethyl methyl ether.
Reply
Survivor
Reply
addy
i have a doubt.suppose there’s a compound containing both alkene and alkyne functional groups. what
gets higher preference?
Reply
James
Reply
Mayette
If the carbon chain contains both the double and triple bond and they are both on the terminal
carbons, then prioritization is given to the double bond. But if both double and triple bond are not
on the terminal carbons, prioritization is given to the triple bond. These are called enynes.
Reply
kashish
Hey, in the 2nd example why do they use both the siffix and the prefix of nitromethane?
Reply
James
The alkane (” -ane “) has a higher priority than the nitro group, so the nitro group will not be used
to a suffix.
Reply
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n.rohitvarma
Respected sir,
I have a doubt which may be small for you , but it brings more confusion if sulphonic acid and
carboxylic acid are given which should be given priority first sir . sir please answer me and please give
me a explanation.
Thanking you sir!
Reply
James
Reply
n.rohitvarma
thanks a lot for reply but can you please explain In words
Reply
Zoose
Reply
Reply
James
Reply
ajinkya
Reply
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Rhythm
Why NO2 is not taken as principal functional group , since the compound which is more withdrawing is
considered to be as more powerful functional group!! So why is it so????
Reply
ajay
Reply
John
Reply
shiva ram
Reply
Ramya
If multi functional groups are there in a compound, for which 1 we should give priority?
Reply
James
Reply
Loong
The so-called “Table of Functional Group Priorities For Nomenclature” can be misleading. It is not in
accordance with past (1979, 1993) or present (2013) IUPAC recommendations.
Reply
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James
Reply
Deep
Reply
James
This table agrees with information on those pages, from IUPAC’s “Blue Book”.
Reply
ashna
Out of Sulphonic acid and carboxylic acid which would be given more priority?? Please tell the
answer…i m little confused
Reply
James
Reply
Prachi Modanwal
Reply
Raj
Reply
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James
Reply
Roge0140
Reply
James
It is false.
Reply
Prachi Modanwal
Reply
Tusharsinh
where is – X in order
Reply
James
Deepak rai
I think it is good to provide this type of chart to the student because this help them in their study
So Thanks!!!
Reply
Melissa
Where do epoxides fit into this list? Are they considered a substituant or a functional group?
Reply
Parag Goswami
In the ease of open chain compounds the secondary prefix is added just before the root word in the
alphabetical order. why is it so?
Reply
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SN1 With Alkyl Shift (1)
SN1 With Alkyl Shift (2)
SN1 With Hydride Shift
SN1: Applying the SN1 Reaction
SN1/SN2/E1/E2 – Substrate
SN1/SN2/E1/E2 Decision – Overview
SN1/SN2/E1/E2 Decision – Solvent
SN1/SN2/E1/E2 Decision – Temperature
SN1/SN2/E1/E2 Decision – The Nucleophile/Base
SN2 Exercise: Apply the SN2
SN2 Exercise: Leaving Groups
SN2 Exercise: The Substrate
Solvents in SN1 and SN2 Reactions
Stereochemistry Exercise 1
Stereochemistry Exercise 2
Stereochemistry Exercise 3
Stereochemistry Exercise 4
Stereochemistry Exercise 5
Strong and Weak Acids
Substitution: What is Substitution?
The 4 Components of Every Acid Base Reaction
The E1 Reaction
The Golden Rule of Acid Base Reactions
The Single Swap Rule
The SN1 Mechanism
TheOrganic
SN2 Mechanism
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The SN2 Reaction Energy Diagram
Understanding R/S Relationships
Unequal Resonance Forms
Using Electronegativity to Find Reactive Sites on a Molecule
What Makes A Good Leaving Group?
What Makes A Good Nucleophile? (1)
What Makes A Good Nucleophile? (2)
What Makes A Good Nucleophile? (3)
What’s A Nucleophile?
Zaitsev’s Rule
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